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New and Used 2020 Jeep Grand Cherokee for Sale in Chesterton, IN

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New
$49,999 MSRP $56,910

2020 Jeep Grand Cherokee Limited

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bosak Chrysler Jeep Dodge RAM
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(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
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Bosak Chrysler Jeep Dodge RAM Review
Mods or performance upgrades
by Psych from Crown point, IN
December 3, 2018
5 5 5 5 5 4.3 (152 reviews)
Great deal and quality work on perfomance upgrades. Some upgrades you just need to have a Dodge guy or the dealership. Worth it. And they have great rentals.
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New
$47,999 MSRP $55,020

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bosak Chrysler Jeep Dodge RAM
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(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
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Bosak Chrysler Jeep Dodge RAM Review
Great experience buying a car from Dennis Zajac!
by Billy O from Crown Point, IN
November 6, 2018
5 5 5 5 5 4.3 (152 reviews)
After calling the dealership, I was put through to Dennis. Aftwr telling him what I was looking for, I showed up and Dennis had 3 cars picked put for me to drive. After taking a day to think about it, I decided on one. There was never any pressure from Dennis to make a decision on which one to choose. He walked me through every step of the process and I never felt rushed into anything. In the past I felt rushed and pressured into doing anything. I would recommend Bosak to anyone and when they stop in, ask for Dennis!
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New
$51,999 MSRP $59,210

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bosak Chrysler Jeep Dodge RAM
() -
(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
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Bosak Chrysler Jeep Dodge RAM Review
Great service
by Hunter from St. John
November 6, 2018
5 5 5 5 5 4.3 (152 reviews)
Bosak is a great dealership. It is a very friendly enviornment, full of helpful happy employees. I will be coming back for my oil changes.
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New
$51,999 MSRP $59,015

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bosak Chrysler Jeep Dodge RAM
() -
(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
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Bosak Chrysler Jeep Dodge RAM Review
Great service
by Cody from Lake station IN
November 6, 2018
5 5 5 5 5 4.3 (152 reviews)
Got my car service done faster then expected and got a frer car wash with out asking great service
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New
$46,999 MSRP $55,020

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bosak Chrysler Jeep Dodge RAM
() -
(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
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Bosak Chrysler Jeep Dodge RAM Review
Felt Right at Home :)
by Future Jeep Enthusiast from DeMotte, IN
December 3, 2018
5 5 5 5 5 4.3 (152 reviews)
We had been searching for quite some time for the perfect preowned Jeep. After many months and many dealerships, we finally realized that the only way to get exactly what we wanted in a Jeep, was to order it new. And just the thought of a NEW vehicle made my wallet shrivel up! But, we decided to do it! Since we had been looking at various places around Northwest Indiana, and even some Illinois dealerships, we already knew we wanted to go to Bosak in Merrillville for this. This was literally the ONLY place we felt at home. They made us comfortable, they weren't pushy or just trying to make a sale, and we knew they actually were trying to HELP us find what we wanted. They were committed to us. I'm so happy we finally made our purchase! It was so smooth and now I have an even smoother new ride! :) I highly recommend them. Even for the preowned!!!! Thanks Bosak!
SPECIAL OFFERS
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New
$32,999 MSRP $41,545

2020 Jeep Grand Cherokee Limited

  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: RWD
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Bosak Chrysler Jeep Dodge RAM
() -
(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
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Bosak Chrysler Jeep Dodge RAM Review
Nice afternoon
by Carol Foerster from Schererville, IN
November 5, 2018
5 5 5 5 5 4.3 (152 reviews)
I started shopping for another Jeep online, time for a trade. I received an email back from Nate telling me to let him know when I'd be coming in. Well, I've dealt with 'car salesmen' and some are, just that, a pushy salesman with his mind only on his wallet, so of course I had that thought driving over there that nigjt. I emailed back saying I know the 3 cars I want to test drive, so have them ready (lol). I showed up, met Nate and right away I thought he was a cool guy. There was no trouble or sales pitches at all, we went right for the test drives. I brought the boyfriend, who is very talkative and they talked the whole time we were driving. All of the questions and comments we had about the cars, he was very knowledgeable and I was satisfied and comfortable with everything he told me. I chose the Cherokee, which was my own decision, not 'the salesman's' which it seems to be sometimes, that's just how pushy they are (no offense). When we sat down to start the paperwork Nate was very polite and curtious to me which made me feel comfortable and not uneasy at all about my decision. He walked me through everything, it went super smooth. Even the part where I made him'earn his money' he went to bat for me and got me what I wanted for my trade, great job buddy!! The same goes for Jessica the Finance lady, very, very nice lady. She helped me make a big desision regarding my payments which I think is the best for me, thank you SO much Jessica! Sorry I'm being long winded, but I want everyone to know that I will be purchasing alot more vehicles from Bosak and I recommend everyone to try it out! Go say hi to Nate and tell him Carol sent ya!
See all 32 photos
New
$51,999 MSRP $59,210

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bosak Chrysler Jeep Dodge RAM
() -
(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
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Bosak Chrysler Jeep Dodge RAM Review
Unexpected purchase fantastic experience!!!
by Jenise from Valparaiso, Indiana
November 6, 2018
5 5 5 5 5 4.3 (152 reviews)
Dennis Zajac in sales was awesome! I was car shopping for quite some time but found my new home for all my next car purchases. I will continue to come back to Bosak. All around great experience while I was there and as most people feel car shopping is my least favorite thing to do! As a matter of fact I've shopped all dealerships in the area and walked away with nothing for many different reasons. Bosak was just a perfect fit and Dennis was the perfect salesman. Polite and fun and understanding. All the staff was great we laughed and made buying this car a great experience! John and Dan were just as amazing as Dennis. I will definitely send everyone I know to Dennis and the crew at Bosak! Thank you all. I will be back for the next purchase soon!
SPECIAL OFFERS
See all 32 photos
New
$49,999 MSRP $56,910

2020 Jeep Grand Cherokee Limited

  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Bosak Chrysler Jeep Dodge RAM
() -
(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
Check Availability
Call
Bosak Chrysler Jeep Dodge RAM Review
Overall great experience
by Owner of a new car from Crown point, in
November 5, 2018
5 5 5 5 5 4.3 (152 reviews)
I went into Bosak without a direction of what I wanted. Sales rep, Rocco Santana, took his entire afternoon with me. He listened to my wants and put me in an awesome car. He spent over 6 hours with me, he was patient and was very knowledgeable. The finance guy , JC, was also friendly and made the deal happen to where i felt comfortable. No one was pushy nor did i feel pressured. Great experience! Go see Rocco at Bosak for your next vehicle. Thanks.
SPECIAL OFFERS
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New
$49,999 MSRP $56,985

2020 Jeep Grand Cherokee Summit

  • Ext. Color: White
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bosak Chrysler Jeep Dodge RAM
() -
(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
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Call
Bosak Chrysler Jeep Dodge RAM Review
Great customer service
by Lynn from Merrillville, In
November 6, 2018
5 5 5 5 5 4.3 (152 reviews)
Just want to say THANK YOU ZACH, I had a small issue and Zach took the time to solvee it. Just recently purchased a used car, it didn't have any floor mats and ZACH from the service department found me some. Thanks for looking out. Great customer service young man.
SPECIAL OFFERS
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New
$43,249 MSRP $51,125

2020 Jeep Grand Cherokee Limited

  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Bosak Chrysler Jeep Dodge RAM
() -
(219) 576-6049
4.3 (152 reviews)
18 mi. from 46304
Check Availability
Call
Bosak Chrysler Jeep Dodge RAM Review
Jeep purchase
by Christina Garcia from Crown point, In.
December 3, 2018
5 5 5 5 5 4.3 (152 reviews)
Thank you Dennis Zajac! He was very friendly and not pushy. Great person to work with. I appreciate your help with the purchase of my jeep.
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New
$37,596 MSRP $45,215

2020 Jeep Grand Cherokee Altitude

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Thomas Dodge Chrysler Jeep RAM of Highland
() -
(219) 227-5318
4.6 (1757 reviews)
21 mi. from 46304
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Thomas Dodge Chrysler Jeep RAM of Highland Review
Amazing experience, all day, everyday!
by Belzebass from DealerRater.com
December 3, 2018
5 5 5 5 5 4.6 (1757 reviews)
I???ve been to many car dealerships in the past (I???m a car enthusiast/work for a company that makes racing video games (And I love my cars)! Early January, I purchased a 2015 Dodge Challenger SRT Hellcat from Thomas Dodge. First experience wasn???t with Faye, but it was a great experience regardless. August of this year, the appeal of the Hellcat wore off for me (Between going through a set of tires every couple weeks + the gas mileage + RWD in the winter = death sentence), I was looking to get another vehicle. I went to a Ford dealer first to check out a Ford F-150 Raptor, and they wanted me to fill out a credit app/get bank preapproval before even being able to test drive the Ford Raptor (Really?). I immediately left and went down the block to Thomas Dodge. Faye???s my go-to salesperson at Thomas, and I met her early in the morning. I told her what I was looking for (Something fast, luxurious, towing capability, cargo space, and a real show stopper). First she recommended the Trailhawk (A great suggestion), but that wasn???t good enough for my need for speed. Next she recommended a SRT Grand Cherokee (Great suggestion, any other day I would say yes - but I wanted to go all out with my vehicle that I would be driving on a daily basis/my company vehicle). ???Trackhawk???? ???Trackhawk??? It was early in the morning + I didn???t have breakfast, so I asked Faye if she wanted to go get a snack (On me). She prepares the car (That nobody has driven yet), and a few minutes later, we head out to Starbucks. Faye???s a Mopar enthusiast, so we had to get on it a little bit on the backroads. I???ve never had my breath taken away by a car???s performance/style (I was grinning cheek to cheek like a kid in a candy store). We pickup our Starbucks, head back to the dealer, and go over the paperwork. The paperwork process was pain free, and Faye guided me throughout the entire process + outlined/explained each thing I had a question about. She also explained to me my financing options (Opted to go with a lease through FCA, because I go through cars the same way I go through shoes). About an hour or two from the time I walked into the dealership, I was walking out with the keys to my brand new 2018 Jeep Grand Cherokee Trackhawk! Faye is the best salesperson I???ve had the pleasure of doing business with (Not limited to car dealerships). She???s honest, understands the needs/situations of each and every one of her clients, finds/sells the best quality vehicles out there, and makes the entire process pain-free & enjoyable. I got fayebolized, and couldn???t be happier - thank you, Ms. Giles!
SPECIAL OFFERS
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New
$55,932 MSRP $62,675

2020 Jeep Grand Cherokee Summit

  • Ext. Color: Black
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Napleton's River Oaks Chrysler Jeep Dodge RAM
() -
(708) 251-0476
4.8 (646 reviews)
25 mi. from 46304
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Napleton's River Oaks Chrysler Jeep Dodge RAM Review
Miracle Worker!
by Richawn L. Randall from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (646 reviews)
My engine on my Dodge 2012 went out and I needed $4500 for repairs. I had already spent $630 for the month for car rentals while my car was down. I still owed $9000 on my car and it had 138,900 miles on it too. I was perplexed in trying to decide should I repair my old vehicle because I didn???t know if it could be traded in with the repairs needed. Adam contacted me because he was made aware of my situation and how much I had been spending for a car rental . I came into the dealetship and we discussed some options. I miraculously got approved at the dealership for a Brand New 2018 Dodge Journey with only 15 miles on it with no money down! My car note is $289 more than what I was originally paying and I have GAP protection too. I no longer have the worries of getting the repairs done or the $9000 that was owed on the car. The dealership took car of everything! God used Adam to perform a miracle and save the day for my family and I! Adam was very kind, considerate, detailed and compassionate while servicing me for this sale! May the blessing and favor of the Lord be with and overtake you and Eric Littleton for what you have done! Sincerely, Mrs. Richawn L. Randall
* Title, other fees, and incentives are not included in this calculation, which is an estimate only. Monthly payment estimates are for illustrative purposes only and do not represent a financing offer from the seller. Other taxes may apply.
The information on vehicles provided in this service is supplied by the seller or other third parties; Cars.com is not responsible for the accuracy of such information. Cars.com provides this service and materials without representations or warranties of any kind, either expressed or implied. See our terms of service for more details.
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